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Safety Information

02339

Sigma-Aldrich

3-Isopropylmalic acid

≥96.0% (GC)

Synonym(s):

2-Hydroxy-3-isopropylsuccinic acid

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About This Item

Empirical Formula (Hill Notation):
C7H12O5
CAS Number:
16048-89-8
Molecular Weight:
176.17
MDL number:
MFCD16875410
UNSPSC Code:
12352202
PubChem Substance ID:
329747414
NACRES:
NA.32

Assay

≥96.0% (GC)

SMILES string

CC(C)C(C(O)C(O)=O)C(O)=O

InChI

1S/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12)

InChI key

RNQHMTFBUSSBJQ-UHFFFAOYSA-N

Biochem/physiol Actions

3-Isopropylmalate is converted to 2-oxoisocaproate by oxidative decarboxylation catalyzed by 3-Isopropylmalate dehydrogenase. [1]
Metabolite in leucine biosynthesis[2]; substrate for different enzymes[3]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

02339-VAR:
02339-BULK:
02339-5G:
02339-1G:
02339-100MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000188732
0000188733
BCBD5178V
BCBD5178

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Binder, S., et al.
Physiologia Plantarum, 129, 68-78 (2006)
Jonathan E Katz et al.
Biochemistry, 43(20), 5976-5986 (2004-05-19)
The Saccharomyces cerevisiae Tmt1 gene product is the yeast homologue of the Escherichia coli enzyme that catalyzes the methyl esterification of trans-aconitate, a thermodynamically favored isomer of cis-aconitate and an inhibitor of the citric acid cycle. It has been proposed
M Yasugi et al.
Protein engineering, 14(8), 601-607 (2001-10-02)
A newly selected cold-adapted mutant 3-isopropylmalate dehydrogenase (IPMDH) from a random mutant library was a double mutant containing the mutations I11V and S92F that were found in cold-adapted mutant IPMDHs previously isolated. To elucidate the effect of each mutation on
Marta Menicatti et al.
Journal of mass spectrometry : JMS, 55(11), e4607-e4607 (2020-07-18)
Two organic acids isomers, 3-isopropylmalic acid (3-IPMA) and 2-isopropylmalic acid (2-IPMA), were identified and quantified in wine samples by using an LC-MS/MS method without any chromatographic separation, but processing the MS/MS data with a recently developed deconvolution algorithm (LEDA: linear
Massimo Ricciutelli et al.
Food chemistry, 321, 126726-126726 (2020-04-08)
2-Isopropylmalic acid (2-IPMA) and 3-isopropylmalic acid (3-IPMA), recently discovered in wines, were simultaneously quantified in forty wines by UHPLC-MS/MS triple quadrupole. Principal component analysis displayed that red wines were more correlated with high amounts of 2-IPMA (average content 31.60 mg/L); white

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